Catalytic Generation of Arynes and Trapping by Nucleophilic Addition and Iodination

Catalytic Generation of Arynes and Trapping by Nucleophilic Addition and Iodination
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DOI:
10.1002/anie.201108415
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发表时间:
2012-01-01
影响因子:
16.6
通讯作者:
Suzuki, Keisuke
Suzuki, Keisuke
中科院分区:
化学1区
文献类型:
--
作者:
Hamura, Toshiyuki;Chuda, Yu;Suzuki, Keisuke

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一个公平的交换:在标题反应中,炔基锂作为引发剂,通过碘-锂交换生成苯炔。当在化学计量量的亲核试剂存在下进行时,所产生的苯炔经受锂亲核试剂的攻击以产生芳基锂,然后芳基锂被碘代炔碘化以得到碘代芳烃1。
A fair exchange: in the title reaction, alkynyllithium serves as an initiator for benzyne generation through an iodine-lithium exchange. When performed in the presence of stoichiometric amounts of a nucleophile, the generated benzyne undergoes attack by lithio nucleophiles to generate aryllithium, which is then iodinated by iodoalkyne to give the iodoarenes 1.